SCOPUS 정보 검색 플랫폼

Journal of the American Chemical Society

Volumn 123, Issue 6, 2001, Pages 1133-1142

Synthesis and characterization of alkanethiolate-coordinated iron porphyrins and their dioxygen adducts as models for the active center of cytochrome p450: Direct evidence for hydrogen bonding to bound dioxygen

(6) Tani, F a Matsu Ura, M a Nakayama, S a Ichimura, M b Nakamura, N a Naruta, Y a

a KYUSHU UNIVERSITY (Japan)

b KYOTO UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450; IRON COMPLEX; NAPHTHALENE DERIVATIVE; OXYGEN; PORPHYRIN DERIVATIVE; THIOBENZYLOXY DERIVATIVE; THIOGLYCOLIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CYCLIC POTENTIOMETRY; ELECTRON SPIN RESONANCE; ENZYME ACTIVATION; ENZYME ACTIVE SITE; HYDROGEN BOND; MASS SPECTROMETRY; OXYGEN AFFINITY; RAMAN SPECTROMETRY; SYNTHESIS;

CYTOCHROME P-450 ENZYME SYSTEM; HYDROGEN BONDING; IRON; MODELS, CHEMICAL; OXYGEN; PORPHYRINS; SPECTRUM ANALYSIS; SULFHYDRYL COMPOUNDS;

EID: 0035857406 PISSN: 00027863 EISSN: None Source Type: Journal
DOI: 10.1021/ja003430y Document Type: Article

Times cited : (68)

References (75)

1
- 0006081095
- Kyushu University

2
- 0006119268
- Kyoto University

3
- 0002993450
- (1995) Bull. Chem. Soc. Jpn. , vol.68 , pp. 17
- Mukaiyama, T.¹ Yamada, T.²

4
- 4244076867
- (1998) Chem. Rev. , vol.98 , pp. 2599
- Naota, T.¹ Takaya, H.² Murahashi, S.-I.³

5
- 0003631066
- Plenum Press: New York
- (1995) Cytochrome P-450. Structure, Mechanism, and Biochemistry, 2nd ed.
- Ortiz de Montellano, P.¹

6
- 77956896331
- The Enzymes; Sigman, D. S., Ed.; Academic Press: San Diego
- (1992) , vol.20 , pp. 405
- Watanabe, Y.¹ Groves, J.T.²

7
- 0022273620
- (1985) J. Biol. Chem. , vol.260 , pp. 16122
- Poulos, T.L.¹ Finzel, B.C.² Gunsalus, I.C.³ Wagner, G.C.⁴ Kraut, J.⁵

8
- 0000017396
- (1975) Tetrahedron Lett. , vol.27 , pp. 2289
- Ogoshi, H.¹ Sugimoto, H.² Yoshida, Z.³

9
- 0019952135
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 1391
- Collman, J.P.¹ Groh, E.S.²

10
- 84987564454
- (1992) Helv. Chim. Acta , vol.75 , pp. 523
- Patzelt, H.¹ Woggon, W.D.²

11
- 0025180590
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 7051
- Higuchi, T.¹ Uzu, S.² Hirobe, M.³

12
- 0030455533
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 12826
- Ueyama, N.¹ Nishikawa, N.² Yamada, Y.³ Okamura, T.⁴ Nakamura, A.⁵

13
- 0030880448
- (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 1442
- Voltz, H.¹ Holtzbecher, M.²

14
- 0030951534
- (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 390
- Wagenknecht, H.A.¹ Woggon, W.D.²

15
- 0032538786
- (1998) Angew. Chem., Int. Ed. , vol.37 , Issue.7 , pp. 2998
- Aissaoui, H.¹ Bachmann, R.² Schweiger, A.³ Woggon, W.D.⁴

16
- 0017317308
- (1976) J. Am. Chem. Soc. , vol.98 , pp. 2414
- Tang, S.C.¹ Koch, S.² Papaefthymiou, G.C.³ Foner, S.⁴ Frankel, R.B.⁵ Ibers, J.A.⁶ Holm, R.H.⁷

17
- 0039812510
- (1996) Chem. Rev. , vol.96 , pp. 2841
- Sono, M.¹ Roach, M.P.² Coulter, E.D.³ Dawson, J.H.⁴

18
- 0000020064
- Oxygenase and Model Systems; Funabiki, F., Ed.; Kluwer Academic: Dordrechet
- (1997) , pp. 195
- Shimada, H.¹ Sligar, S.G.² Xeom, H.³ Ishimura, Y.⁴

19
- 0001541099
- (1989) Proc. Natl. Acad. Sci. U.S.A. , vol.86 , pp. 7823
- Imai, M.¹ Shimada, H.² Watanabe, Y.³ Matsushima-Hibiya, Y.⁴ Makino, R.⁵ Koga, H.⁶ Horiguchi, T.⁷ Ishimura, Y.⁸

20
- 0000589432
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 8742
- Gerber, N.C.¹ Sligar, S.G.²

21
- 0032581042
- (1998) Biochemistry , vol.37 , pp. 9211
- Vidakovic, M.¹ Sligar, S.G.² Li, H.³ Poulos, T.L.⁴

22
- 0034088779
- (2000) Science , vol.287 , pp. 1615
- Schlichting, I.¹ Berendzen, J.² Chu, K.³ Stock, A.M.⁴ Maves, S.A.⁵ Benson, D.E.⁶ Seet, R.M.⁷ Ringe, D.⁸ Petsko, G.A.⁹ Sligar, S.G.¹⁰

23
- 0024294403
- (1988) Science , vol.240 , pp. 433
- Dawson, J.H.¹

24
- 0023810222
- (1988) Adv. Inorg. Biochem. , vol.7 , pp. 1
- Poulos, T.L.¹

25
- 0023656433
- (1987) Eur. J. Biochem. , vol.168 , pp. 419
- Schappacher, M.¹ Ricard, L.² Fisher, J.³ Weiss, R.⁴ Bill, E.⁵ Montiel-Montoya, R.⁶ Winkler, H.⁷ Trautwein, A.X.⁸

26
- 0029021817
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 6041
- Kasmi, D.E.I.¹ Tetreau, C.² Lavatte, D.³ Momenteau, M.⁴

27
- 3042907629
- and references therein
- (1994) Chem. Rev. , vol.94 , pp. 659
- Momenteau, M.¹ Reed, C.A.²

28
- 0006086529
- (1999) Chem. Lett. , vol.729
- Tani, F.¹ Nakayama, S.² Ichimura, M.³ Nakamura, N.⁴ Naruta, Y.⁵

29
- 0034595641
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 1989
- Matsuura, M.¹ Tani, F.² Nakayama, S.³ Nakamura, N.⁴ Naruta, Y.⁵

30
- 84956418279
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 6865
- Naruta, Y.¹ Tani, F.² Ishihara, N.³ Maruyama, K.⁴

31
- 0025827161
- (1991) Tetrahedron: Asymmetry , vol.2 , pp. 533
- Naruta, Y.¹ Tani, F.² Maruyama, K.³

32
- 0027536859
- (1993) Tetrahedron Lett. , vol.34 , pp. 2625
- Onaka, M.¹ Shinoda, T.² Izumi, Y.³ Nolen, E.⁴

33
- 0006122996
- (1991) Bull. Chem. Soc. Jpn. , vol.64 , pp. 888
- Tsuchida, E.¹ Hasegawa, E.² Komatsu, T.³ Nakata, T.⁴ Nagano, K.⁵ Nishida, H.⁶

34
- 0006122997
- (1996) Inorg. Synth. , vol.31 , pp. 117
- Collman, J.P.¹ Lee, V.J.² Zhang, X.³

35
- 33947334208
- (1967) J. Org. Chem. , vol.32 , pp. 476
- Adler, A.D.¹

36
- 0024562778
- (1989) J. Org. Chem. , vol.54 , pp. 828
- Lindsey, J.S.¹ Wagner, R.W.²

37
- 0006080983
- (1999) Acta Crystallogr. , vol.55 C , pp. 1351
- Tachi, Y.¹ Nakayama, S.² Tani, F.³ Ueno, G.⁴ Naruta, Y.⁵

38
- 0001136978
- (1972) Tetrahedron Lett. , vol.13 , pp. 4339
- Corey, E.J.¹ Kim, C.U.² Takeda, M.³

39
- 0006135670
- Note

40
- 0000871140
- (1984) Tetrahedron Lett. , vol.25 , pp. 2515
- Hanessian, S.¹ Delorme, D.² Dufresne, Y.³

41
- 0003038220
- (1983) Synth. Commun. , vol.13 , pp. 1021
- Monti, H.¹ Leandri, G.² Klos-Ringquet, M.³ Corriol, C.⁴

42
- 0001510424
- (1978) Bull. Chem. Soc. Jpn. , vol.51 , pp. 2401
- Ono, N.¹ Yamada, T.² Saito, T.³ Tanaka, K.⁴ Kaji, A.⁵

43
- 84943845170
- (1980) Org. Prep. Proced. Int. , vol.12 , pp. 225
- Rao, C.G.¹

44
- 0006086530
- Note

45
- 0006081097
- (1972) J. Chem. Soc., Perkin Trans. I , pp. 681
- Armitage, D.A.¹ Clark, M.J.² Tso, C.C.³

46
- 0004157713
- McGraw-Hill: New York
- (1962) Mechanisms of Sulfur Reactions , pp. 60
- Pryor, W.A.¹

47
- 0006083232
- (1965) Acta Chem. Scand. , vol.19 , pp. 1490
- Fuchs, G.¹

48
- 33751021526
- (1957) Nature , vol.180 , pp. 30
- Griffith, J.S.¹

49
- 0006891061
- (1961) Suppl. Prog. Theor. Phys. , vol.17 , pp. 4
- Kotani, M.¹

50
- 0015829311
- (1973) Ann. N. Y. Acad. Sci. , vol.206 , pp. 310
- Peisach, J.¹ Blumberg, W.E.² Alder, A.³

51
- 0000382264
- Probes of Structure and Function of Macromolecules and Membranes; Chance, B., Yonetani, T., Mildoon, A. S., Eds.; Academic: New York
- (1971) , vol.11 , pp. 215
- Blumberg, W.E.¹ Peisach, J.²

52
- 0000758608
- Bioinorganic Chemistry; Gould, R. F., Ed.; American Chemical Society: Washington, DC
- (1971) , pp. 271
- Blumberg, W.E.¹ Peisach, J.²

53
- 49349133018
- (1977) J. Magn. Reson. , vol.26 , pp. 109
- Bohan, T.L.¹

54
- 0022073713
- (1985) J. Inorg. Biochem , vol.24 , pp. 75
- Sakurai, H.¹ Yoshimura, T.²

55
- 0006116837
- Note

56
- 0000971214
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 4268
- McCandlish, E.¹ Miksztal, A.R.² Nappa, M.³ Sprenger, A.Q.⁴ Valentine, J.S.⁵ Stong, J.D.⁶ Spiro, T.G.⁷

57
- 0006047760
- Note

58
- 0003889472
- John Wiley: New York
- (1988) Biological Applications of Raman Spectroscopy , vol.3
- Spiro, T.G.¹

59
- 33947094617
- (1978) J. Am. Chem. Soc. , vol.100 , pp. 3743
- Champion, P.M.¹ Gunsalus, I.C.² Wagner, G.C.³

60
- 0006080024
- (1978) Biochemistry , vol.17 , pp. 5827
- Ozaki, Y.¹ Kitagawa, T.² Kyogoku, Y.³ Imai, Y.⁴ Hashimoto-Yutsudo, C.⁵ Sato, R.⁶

61
- 0019890797
- (1981) Biochim. Biophys. Acta , vol.670 , pp. 236
- Shimizu, T.¹ Kitagawa, T.² Mitani, F.³ Iizuka, T.⁴ Ishimura, Y.⁵

62
- 0000581469
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 4815
- Hu, S.¹ Schneider, A.J.² Kincaid, J.R.³

63
- 0023023417
- (1986) J. Biol. Chem. , vol.261 , pp. 8089
- Bangchaoenpaurpong, O.¹ Rizos, A.K.² Champion, P.M.³ Jollie, D.⁴ Sligar, S.⁵

64
- 0033585577
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 376
- Macdonald, I.D.G.¹ Sligar, S.G.² Christian, J.F.³ Unno, M.⁴ Champion, P.M.⁵

65
- 0025900806
- (1991) J. Biol. Chem. , vol.266 , pp. 10246
- Egawa, T.¹ Ogura, T.² Makino, R.³ Ishimura, Y.⁴ Kitagawa, T.⁵

66
- 0000180898
- (1984) Inorg. Chem. , vol.23 , pp. 4557
- Chottard, G.¹ Schapracher, M.² Ricard, L.³ Weiss, R.⁴

67
- 0015949532
- (1974) Naturwissenschaften , vol.61 , pp. 129
- Brenner, H.¹

68
- 0001305158
- (1981) Proc. Natl. Acad. Sci. U.S.A. , vol.78 , pp. 3581
- Tsubaki, M.¹ Yu, N.-T.²

69
- 0019970401
- (1982) Nature , vol.298 , pp. 869
- Kitagawa, T.¹ Ondrias, M.R.² Rousseau, D.L.³ Ikeda-Saito, M.⁴ Yonetani, T.⁵

70
- 33845278107
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 6006
- Bruha, A.¹ Kincaid, J.R.²

71
- 0000597542
- (1997) Coord. Chem. Rev. , vol.161 , pp. 881
- Proniewicz, L.M.¹ Kincaid, J.R.²

72
- 0002208332
- Bioinorganic Chemistry; Bertini, I., Gray, H. B., Lippard, S., Valentine, J., Eds.; University Science Books: California
- (1994) , pp. 167-252
- Jameson, G.B.¹ Ibers, J.A.²

73
- 0004055425
- Pergamon Press: Oxford
- (1988) Purification of Laboratory Chemicals, 3rd ed.
- Perrin, D.D.¹ Armarego, W.L.F.²

74
- 0029970639
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 2008
- Selke, M.¹ Sisemore, M.F.² Valentine, J.S.³

75
- 0006047147
- Handbook of Preparative Inorganic Chemistry; Academic Press: New York
- (1963) , vol.1 , pp. 981
- Brauer, G.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.